5,10,15,20-Tetrakis(2,3,4,5,6-pentafluorophenyl)-21,22-dihydroporphyrin

Base Information

• Chemical Name: 5,10,15,20-Tetrakis(2,3,4,5,6-pentafluorophenyl)-21,22-dihydroporphyrin
• CAS No.: 25440-14-6
• Molecular Formula: C44H10F20N4
• Molecular Weight: 974.558
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID20394877
• ChEMBL ID: CHEMBL285389
• Mol file: 25440-14-6.mol

Synonyms:CHEMBL285389;DTXSID20394877;BDBM50070472;5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)-21,22-dihydroporphyrin;FT-0698106;J-015994;(1Z,4Z,9Z,15Z)-5,10,15,20-Tetrakis-pentafluorophenyl-porphyrin

Chemical Property of 5,10,15,20-Tetrakis(2,3,4,5,6-pentafluorophenyl)-21,22-dihydroporphyrin

Chemical Property:

• Appearance/Colour: violet or purple crystalline powder
• Refractive Index: 1.571
• PSA: 56.30000
• Density: 1.696 g/cm³
• LogP: 9.64820
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 12.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 22
• Rotatable Bond Count: 4
• Exact Mass: 974.0586096
• Heavy Atom Count: 68
• Complexity: 1590

Purity/Quality:

97% ^*data from raw suppliers

5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin >95.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C3=CC=C(N3)C(=C4C=CC(=N4)C(=C5C=CC(=N5)C(=C1N2)C6=C(C(=C(C(=C6F)F)F)F)F)C7=C(C(=C(C(=C7F)F)F)F)F)C8=C(C(=C(C(=C8F)F)F)F)F)C9=C(C(=C(C(=C9F)F)F)F)F
• Uses: 5,10,15,20-Tetrakis(pentafluorophenyl)porphyrin has been used as a biomarker in a study. 1

Technology Process of 5,10,15,20-Tetrakis(2,3,4,5,6-pentafluorophenyl)-21,22-dihydroporphyrin

There total 46 articles about 5,10,15,20-Tetrakis(2,3,4,5,6-pentafluorophenyl)-21,22-dihydroporphyrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

pyrrole (109-97-7,30604-81-0) + perfluorobenzaldehyde (653-37-2) → tetrakis(pentafluorophenyl)porphyrin (25440-14-6)

Guidance literature:

pyrrole; perfluorobenzaldehyde; With boron trifluoride diethyl etherate; In dichloromethane; for 4h; Reflux; Inert atmosphere;

With chloranil; In dichloromethane; for 12h; Reflux;

Reference yield: 55.0%

pyrrole (109-97-7,30604-81-0) + perfluorobenzaldehyde (653-37-2) → tetrakis(pentafluorophenyl)porphyrin (25440-14-6) + 5,10,15,20-tetrakis(pentafluorophenyl)-2-aza-21-carbaporphyrin

Guidance literature:

pyrrole; perfluorobenzaldehyde; With trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 24h;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 0.0166667h;

With triethylamine; In dichloromethane; at 20 ℃; for 1h; Reagent/catalyst; Concentration;

DOI:10.1021/acs.joc.7b00195

Reference yield: 42.0%

pyrrole (109-97-7,30604-81-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + pentafluorobenzoylchloride (2251-50-5) → 5,10,15-tris(pentafluorophenyl)porphyrin + tetrakis(pentafluorophenyl)porphyrin (25440-14-6) + 5,10,15-tris(pentafluorophenyl)corrole

Guidance literature:

With boron trifluoride diethyl etherate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform;

upstream raw materials:

pyrrole

perfluorobenzaldehyde

2,6-Dicyanobenzaldehyde

4-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside